A Disilapentalene and a Stable Diradical from the Reaction of a Dilithiosilole with a Dichlorocyclopropene

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• 作者：Irina S. Toulokhonova ; Thomas C. Stringfellow ; Sergei A. Ivanov ; Artem Masunov ; and Robert West
• 刊名：Journal of the American Chemical Society
• 出版年：2003
• 出版时间：May 14, 2003
• 年：2003
• 卷：125
• 期：19
• 页码：5767 - 5773
• 全文大小：153K
• 年卷期：v.125,no.19(May 14, 2003)
• ISSN：1520-5126

文摘

The reaction of 1,1-dilithio-2,3,4,5-tetraphenylsilole (1) with 1,1-dichloro-2,3-diphenylcyclopropene(2) leads to the novel 1,4-disila-1,4-dihydropentalene (4), as well as an exceptionally stable diradical forwhich the structure 3 is suggested. The diradical is unreactive toward water, methanol, and chloroform;upon heating it transforms into 4. Structure 3 for the paramagnetic species is proposed on the basis ofEPR data and theoretical calculations. The trans-trans isomer of diradical 3 was calculated to be morestable than its cis-cis isomer. The strong and stable EPR signal in the reaction mixture is probably due tothe trans-trans isomer of diradical 3 in the triplet state. A reaction scheme describing the formation of 3and 4 is presented.